Domanda del libro di testo
Show how each of the following compounds can be prepared, using the given starting material:
e.
946
views
Ch. 16 - Reactions of Aldehydes and Ketones • More Reactions of Carboxylic Acid Derivatives
Bruice8th EditionOrganic ChemistryISBN: 9780135213711
Non è quello che usi tu?Cambia libro di testoScegli un libro di testo diverso
TOC.tableOfContents
- Ch. 1 - Remembering General Chemistry: Electronic Structure and Bonding31
- Ch. 2 - Acids and Bases: Central to Understanding Organic Chemistry84
- Ch. 3 - An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Structure183
- Ch. 4 - Isomers: The Arrangement of Atoms in Space121
- Ch. 5 - Alkenes: Structure, Nomenclature, and an Introduction to Reactivity • Thermodynamics and Kinetics83
- Ch. 6 - The Reactions of Alkenes • The Stereochemistry of Addition Reactions175
- Ch. 7 - The Reactions of Alkynes • An Introduction to Multistep Synthesis119
- Ch. 8 - Delocalized Electrons: Their Effect on Stability, pKa, and the Products of a Reaction • Aromaticity and Electronic Effects: An Introduction to the Reactions of Benzene148
- Ch. 9 - Substitution and Elimination Reactions of Alkyl Halides212
- Ch. 10 - Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds131
- Ch. 11 - Organometallic Compounds60
- Ch. 12 - Radicals90
- Ch. 13 - Mass Spectrometry; Infrared Spectroscopy; UV/Vis Spectroscopy62
- Ch. 14 - NMR Spectroscopy95
- Ch. 15 - Reactions of Carboxylic Acids and Carboxylic Acid Derivatives123
- Ch. 16 - Reactions of Aldehydes and Ketones • More Reactions of Carboxylic Acid Derivatives141
- Ch. 17 - Reactions at the Alpha-Carbon101
- Ch. 18 - Reactions of Benzene and Substituted Benzenes144
- Ch. 19 - More About Amines • Reactions of Heterocyclic Compounds49
- Ch. 20 - The Organic Chemistry of Carbohydrates80
- Ch. 21 - Amino Acids, Peptides, and Proteins57
- Ch. 22 - Catalysis in Organic Reactions and in Enzymatic Reactions35
- Ch. 23 - The Organic Chemistry of the Coenzymes—Compounds Derived from Vitamins1
- Ch. 28 - Pericyclic Reactions58
Tutti i libri di testo
Bruice 8th EditionCh. 16 - Reactions of Aldehydes and Ketones • More Reactions of Carboxylic Acid DerivativesProblema 60f
Bruice 8th EditionCh. 16 - Reactions of Aldehydes and Ketones • More Reactions of Carboxylic Acid DerivativesProblema 60fCapitolo 16, Problema 60f
Using cyclohexanone as the starting material, describe how each of the following compounds can be synthesized:
f. 
Guida verificata passo dopo passo1
Step 1: Begin with cyclohexanone as the starting material. Cyclohexanone is a ketone with the formula C₆H₁₀O. The goal is to convert the ketone group into a primary amine (-CH₂NH₂) attached to the cyclohexane ring.
Step 2: Perform a reductive amination reaction. Reductive amination is a common method to synthesize amines from ketones. First, react cyclohexanone with ammonia (NH₃) to form an imine intermediate. The imine is formed by the nucleophilic attack of ammonia on the carbonyl group of cyclohexanone, followed by the elimination of water.
Step 3: Reduce the imine intermediate to the corresponding amine. Use a reducing agent such as sodium cyanoborohydride (NaBH₃CN) or hydrogen gas (H₂) with a metal catalyst like palladium on carbon (Pd/C). This step converts the imine into the desired primary amine (-CH₂NH₂).
Step 4: Ensure the reaction conditions are mild to prevent over-reduction or side reactions. Sodium cyanoborohydride is often preferred for reductive amination because it selectively reduces imines without affecting other functional groups.
Step 5: Purify the product using techniques such as distillation or recrystallization, depending on the physical properties of the compound. Confirm the structure of the product using spectroscopic methods like NMR or IR to ensure the synthesis was successful.
Risposta video verificata per un problema simile:
Questa soluzione video è stata consigliata dai nostri tutor come utile per risolvere questo problema.
Durata del video:
2mConcetti chiave
Ecco i concetti essenziali che devi comprendere per rispondere correttamente alla domanda.
Cyclohexanone
Cyclohexanone is a cyclic ketone with the formula C6H10O. It serves as a versatile starting material in organic synthesis due to its reactivity, particularly at the carbonyl group. This compound can undergo various reactions, including nucleophilic addition, which is essential for synthesizing amines and other derivatives.
Video consigliato:
01:20
Is the following disubstituted cyclohexane chiral?
Imine and Enamine Formation
Imine and enamine formation are key reactions involving the condensation of carbonyl compounds with amines. An imine is formed when a primary amine reacts with a carbonyl compound, while an enamine is produced from a secondary amine. Understanding these mechanisms is crucial for synthesizing compounds from cyclohexanone, as they dictate the structure and reactivity of the resulting products.
Video consigliato:
06:25Enamine Mechanism
Nucleophilic Addition Reactions
Nucleophilic addition reactions are fundamental in organic chemistry, where a nucleophile attacks an electrophilic carbon atom, such as the carbonyl carbon in cyclohexanone. This reaction is pivotal for forming new carbon-nitrogen bonds, which are essential in synthesizing amines and other nitrogen-containing compounds from cyclohexanone.
Video consigliato:
08:27Nucleophilic Addition
Pratica correlata
Domanda del libro di testo
Using cyclohexanone as the starting material, describe how each of the following compounds can be synthesized:
d.
684
views
Domanda del libro di testo
Show how each of the following compounds can be prepared, using the given starting material:
a.
990
views
Domanda del libro di testo
Using cyclohexanone as the starting material, describe how each of the following compounds can be synthesized:
c.
667
views
Domanda del libro di testo
Show how each of the following compounds can be prepared, using the given starting material:
c.
1077
views
Domanda del libro di testo
Using cyclohexanone as the starting material, describe how each of the following compounds can be synthesized:
e.
1454
views